
Vacation rentals with a pool in Flagler Beach
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Flagler Beach

Total vacation rentals
Explore 50 vacation rentals in Flagler Beach

Nightly prices starting at
Flagler Beach vacation rentals start at G$10,460 GYD per night before taxes and fees

Verified guest reviews
Over 1,350 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Flagler Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Flagler Beach rentals

4.9 Average rating
Flagler Beach stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated rentals with a pool in Flagler Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

#4 Salty Kisses Sea Side Condo
Located just steps to the beach and fishing pier in downtown Flagler Beach with many restaurants & shops in walking distance. This 1 br offers full kitchen with convection over/microwave, pull out sofa bed, heated pool, free public parking, laundry facility , beach chairs, towels & a storage unit for guests (fishing poles, surf boards, ect) Flagler Beach is a unique sleepy little beach town with natural sand dunes, great surfing, fishing and a funky vibe with lots of local music & art to explore

Oceanfront Townhouse/Heated pool in Flagler Beach
Heated Pool. Direct Beachfront/ocean views, beach access Renovated Dec 2024! Don't settle for less! super clean, 2 Bd, 2 full baths 3 private decks , Lrg private garage for bike/car. Steps to beach. You wont find another fully renovated place like this with pool&garage for this price! Wifi (fastest offered) full Cable. In historic Flagler Beach. New- high end electric fireplace added to master bedroom, restaurants & pubs, coffee shops walking distance- 25 min. N of Daytona & 25 min. S of St. Aug

Walk to Beach | Pool, Spa & Private Dock
This isn’t just a beach house — it’s your private coastal escape. Start your morning with coffee and a short walk to the beach. Spend the day poolside or out on the water, then unwind in the spa as the sun sets over the intracoastal. 👉 A perfect mix of beach days and relaxing waterfront evenings. 📍 Location • Walk to beach • Short drive to Flagler Beach restaurants & shops • Quiet, private neighborhood Centrally located between St. Augustine and Daytona Beach -35 minutes LBTR #37009

Siesta Escape - Explore,Beach,Pool, King Beds,Work
Located halfway between St Augustine and Daytona Beach. Surround yourself with style and all the comforts of this beautifully modernized home with a refreshing pool. You’ll love the famous white sand Florida beaches, Bulow Plantation Sugar Mill Ruins, Fort Matanzas, paddle board tour, or even Swim with Dolphins at Marineland!! Also we are located less than one hour from famous Disney and Universal Studios. Spend a few days visiting the parks and lounging on the beach, then relax in the pool!

Beachfront Luxury with Spectacular Ocean Views!
Newly remodeled spacious 2/2 condo located directly on the beautiful Atlantic Ocean. Sip coffee or wine on the wrap around balcony while watching the waves roll in, spot dolphins & seagulls as you enjoy the southeastern exposure. This condo is suitable for adults & children at least 12 yrs old. New Casper beds, ocean views from every room & modern design. Enjoy the refreshing pool for fun or exercise. No drive beach & walking distance to the grocery store. No need to leave this sanctuary!

Hidden Gem- stylish 3BR house w/heated pool
Welcome to our beautiful, stylish, and cozy home with upgraded furniture and beds. A great location in Palm Coast close to famous St. Augustine historical downtown and Speedway Daytona Beach. This hidden gem is only 15 min away from Atlantic Ocean(Flagler Beach),7 min to I-95.Our modern 3BR and 2bathroom house has a big screened in patio with a HEATED pool. This place is perfect for a getaway with family and/or friends for relaxing atmosphere and some fun in the pool or at the beach.

Pool Home, Fireplace, Videogames - 8 Miles Beach
Escape to Palm Coast paradise! This stunning 3-bed, 2-bath pool home is just 8 mi. from the beach. Enjoy our sparkling pool, cozy sunroom, and indoor fireplace. Entertainment abounds with PlayStation4, guitar, board games, DVD/VCR players. Gather around the fire pit under the stars or dine in the outdoor picnic area. Rain or shine, we offer comfort, activities, and tranquility for unforgettable memories. Perfect for families, couples, or friends seeking the ultimate Florida getaway!

Cheerful lakeside 2/2 cottage with a private pool
Welcome to the writers cottage. Enjoy the peace and quiet of this lakeside cottage located close to all that Palm Coast has to offer. Close to the beach, golf courses and walking distance to restaurants, coffee and grocery. Watch the turtles line up on the log; catch some fish; read a book or even better write your book at the desk in the back enclosed patio. Take a walk in the neighborhood up to Holland Park for the free splash pad, amazing playground and recreational facilities.

Ocean Shore Villa | Heated Pool | Pet Friendly!
Welcome to your dream coastal escape! This luxurious 4-bedroom retreat is just steps from the serene shores of Flagler Beach, offering a perfect blend of modern elegance and laid-back beachside living. Whether you’re lounging by the pool, soaking in the jacuzzi, or taking in the ocean views from your private balconies, this home invites you to unwind in style and comfort. Get ready to experience the best of seaside living with every amenity at your fingertips.

Large Oceanfront-Corner-3 Bed-3 Bath-Heated Pool
Welcome to Cast A Waves, a spectacular oceanfront condo. Perfectly located in Flagler Beach, one of Florida's best kept secrets! It is a bit of "old Florida" at its very best. Vacationers enjoy the laid back atmosphere and "local" feel of our town. Visit the Farmer's Markets, First Friday celebration in Veteran's Park, biking, fishing and world class golf. Come & enjoy all of what Flagler Beach has to offer!

Pickleball, Pups, & Sunsets in Flagler Beach!
Let this stunningly renovated 2BR/2BA beach oasis be your next home-away-from-home in beautiful Flagler Beach. Perfectly situated on A1A just across the street from the Atlantic Ocean and the buildings own private beach access. This spacious 1121-square-foot 2-bedroom, 2-bath, dog friendly condo (Pet Fee is $150) has everything you need for the perfect beach getaway. LICENSE NUMBER: CND2800811

Updated oceanfront 2 br condo. Stunning views!
We love our ocean front condo for it's stunning no-drive beach and pool right outside the door. Just minutes from Daytona. Walking distance to many local restaurants, an ice cream shop with mini golf on premises, a convenience store, Publix less than 1mi. away, and a local art shop offering instructional classes. Watch the sunrise, sunset, AND rocket launches from the balcony!
Popular amenities for Flagler Beach rentals with a pool
House rentals with a pool

New! Fun in the Sun pool home Palm Coast

The Ultimate Escape

Ormond By TheSea Pool Retreat

Waterfront • Heated Pool • Dock & Game Room

Saltwater Pool · Firepit · Dog-Friendly · Beach

Private Pool Home w/ Fenced Yard • Palm Coast

Dolphin's Edge | Pool, Hot Tub & Canal Views

Riverfront Retreat | Pool & Hot Tub near Beach
Condo rentals with a pool

Updated Oceanfront Condo! Come Relax by the Sea!

Beachy Condo| Steps to Beach | Pools | Hot Tubs

Cozy 1 bedroom condo in central of Flagler Beach

361 Fun in the Sun | Direct Oceanfront Ground Floor

Breathtaking Ocean View Suite w/ Spacious Balcony!

Maria's Beautiful Beachfront home Pet Friend beach

Top Floor Oceanfront Condo Pools | Peaceful Stay

Oceanfront, 2 bed condo, 7th fl/pool, amazing view
Other vacation rentals with a pool

Beachfront Paradise! Flagler Bch

Coastal Haven

Pool Bch Hm 30m to Daytona/St. Aug. Pvt Guest Apt

Luxury top floor beachfront view

Beautiful Pool Home near the I95 Exit 284

"Cloud Nine" Seaside/Pool Condo on Flagler Beach 9

Family Canal Retreat w/ Pool, Dock & Sunset Views

Indoor Private Pool in Coastal Town!
When is the best time to visit Flagler Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$34,100 GYD | G$35,146 GYD | G$34,309 GYD | G$34,100 GYD | G$38,702 GYD | G$32,635 GYD | G$34,518 GYD | G$30,334 GYD | G$30,334 GYD | G$30,334 GYD | G$27,824 GYD | G$30,543 GYD |
| Avg. temp | 15°C | 16°C | 18°C | 21°C | 24°C | 27°C | 28°C | 28°C | 27°C | 24°C | 19°C | 17°C |
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- Daytona International Speedway
- St Augustine Amphitheatre
- Ocala National Forest
- Blue Spring State Park
- Ocean Center
- Daytona Boardwalk Amusements
- Saint Augustine Town Plan Historic District
- Lightner Museum
- Daytona Lagoon
- Ponce Inlet Beach
- Daytona Beach Bandshell
- Fountain of Youth Archaeological Park
- Vilano Beach Fishing Pier
- Summer Haven st. Augustine FL
- Historic Downtown Sanford
- Crescent Beach
- Daytona Beach International Airport
- De Leon Springs State Park
- Flagler College
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Marineland Dolphin Adventure
- Anastasia State Park
- San Sebastian Winery





